Bolingbrook Vacation Packages

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Your Bolingbrook Vacation

Put together a custom vacation package to Bolingbrook and get ready to experience this interesting city on your own terms. Think about spending some time in the neighborhood of Clarendon Hills, which is great for golfing and lots more. Want to explore your new surroundings? Promenade Bolingbrook, Bolingbrook Golf Club and Seven Bridges Golf Club are just three of the most popular places to visit during a trip to Bolingbrook. A couple of clicks is all it takes to build a tailor-made Bolingbrook vacation on Expedia.

Top Bolingbrook Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 3 - Apr. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (287 reviews)
Amazing stay ! Love this property every time I’m in Chicago.

Reviewed on Jan. 20, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 20 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
We liked everything about this stay including our driver Nike

Reviewed on Mar. 2, 2025

The Glen Club

The Glen Club

3.5 out of 5
Save 100% on your flight
per person
Apr. 12 - Apr. 19
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9/10 Wonderful! (320 reviews)
Loved this property!!

Reviewed on Feb. 22, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 3 - Apr. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (998 reviews)
Great location to some of the best Chicago restaurant options

Reviewed on Mar. 3, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 3 - Apr. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Our experience was spectacular from the moment we arrived!!

Reviewed on Mar. 2, 2025

Ready to book your vacation to Bolingbrook?

 

Choose your dates

Bolingbrook Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Mar. 28 to Mar. 29
CA $172
CA $202 total
includes taxes & fees
Mar 28 - Mar 29
7.8/10 Good! (8,560 reviews)
"I"

Reviewed on Mar. 3, 2025

Congress Plaza Hotel
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Mar. 10 to Mar. 11
CA $235
CA $319 total
includes taxes & fees
Mar 10 - Mar 11
8.2/10 Very Good! (1,665 reviews)
"I appreciated the obvious presence of foyer and lobby staff. Busy atmosphere without chaos!"

Reviewed on Feb. 26, 2025

Hilton Chicago
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundable
The price is CA $118 per night from Mar. 23 to Mar. 24
CA $118
CA $138 total
includes taxes & fees
Mar 23 - Mar 24
8.4/10 Very Good! (3,397 reviews)
"Staff was very nice and accommodating. Room was clean and well maintained. We have decided this will be our go to hotel when we want to spend the night in the city. We didn’t bring our dog but it is a plus that we have that option when staying here, also."

Reviewed on Feb. 28, 2025

Club Quarters Hotel, Central Loop, Chicago
See all 3,866 properties in Bolingbrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Bolingbrook vacation package cost?
You can grab a vacation package to this popular destination from CA $820 on Expedia. However, how much your vacation to Bolingbrook costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Bolingbrook?
You can typically find reduced prices and better availability in December, January and February. Take a look at our cheap Bolingbrook vacation packages and you could get some great off-season deals.
How many days is enough for Bolingbrook?
The ideal length of your Bolingbrook vacation depends on what you’d like to do. Usually, a few days to a week will give you time to hit all the leading attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Bolingbrook?
Bolingbrook is a good vacation destination with attractions like Promenade Bolingbrook among the many things to keep you entertained. Whether you’re heading away with the family or getting away with friends, a Bolingbrook vacation promises fun for everyone.
How to find the best Bolingbrook package deals?
Use Expedia’s handy filters to help you find some tempting Bolingbrook package deals. When you start your search, simply set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or browse for Bolingbrook package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to lock in your vacation package well in advance.
Is it cheaper to book a Bolingbrook vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can tailor your Bolingbrook escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Bolingbrook?
If you’ve got your Bolingbrook vacation dates locked in, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Bolingbrook?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Bolingbrook.
  2. Budget wisely: In addition to the price of your stay, you’ll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Bolingbrook.
  3. Decide your trip length: Think about how long you’d like to spend discovering Bolingbrook. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Bolingbrook vacation package.

Discover the most popular places to visit in Bolingbrook

McCormick Place

McCormick Place

4.5/5(141 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Millennium Park featuring autumn colours, street scenes and a city

Millennium Park

4.5/5(722 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

What to do in Bolingbrook

Flyover in Chicago

Flyover in Chicago

CA $54
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

CA $77
per adult
94% of travellers recommend
Architecture River Tour
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $48
per adult
100% of travellers recommend
Color Factory Chicago Ticket
See all activities in Bolingbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.